143239-01-4Relevant academic research and scientific papers
Kinetic resolution of primary 2-methyl-substituted alcohols via Pseudomonas cepacia lipase-catalysed enantioselective acylation
Nordin, Ove,Nguyen, Ba-Vu,Voerde, Carin,Hedenstroem, Erik,Hoegberg, Hans-Erik
, p. 367 - 376 (2007/10/03)
The enantioselectivities of lipases from Pseudomonas cepacia (PFL, Amano PS, etc.) towards a series of primary 2-methyl-substituted alcohols using vinyl acetate as the acyl donor in transesterifications in organic solvents were studied. In terms of enantioselectivity, the best results were found for 3-aryl-2-methylpropan-1-ols with enantiomeric ratios (E-values) over 100 in most cases, whereas other 3-substituted primary 2-methylpropan-1-ols generally displayed lower enantioselectivities: 3-cycloalkyl-2-methylpropan-1-ols (E ≈ 20) and 2-methylalkan-1-ols (E ≈ 10). Moving the aryl group closer or further away from the chiral centre resulted in low enantioselectivities: 2-arylpropan-1-ols (E 10), 2-methyl-4-(2-thienyl)butan-1-ol (E = 12), 2-methyl-5-(2-thienyl)pentan-1-ol (E = 3.2) and 2-methyl-6-(2-thienyl)hexan-1-ol (E = 3.8).
Enzymatic preparation of optically active fungicide intermediates in aqueous and in organic media
Bianchi, Daniele,Cesti, Pietro,Golini, Paolo,Spezia, Sandro,Garavaglia, Carlo,Mirenna, Luigi
, p. 176 - 180 (2007/10/02)
Pure stereoisomers of two new triazole and morpholine fungicides have been prepared starting from enzymatically synthesized chiral alcohol intermediates.Two resolution strategies compared are: lipase-catalyzed hydrolysis of corresponding acetates in water and lipase-catalyzed transesterification of alcohols in organic solvents.The antifungal activity of optically pure enantiomers of the synthesized fungicides investigated in vitro and in vivo against a variety of fungi, show an activity ratio (R-form/S-form) up to 400.
